Stupidity: In the scene where Billy, Stu and Sidney are in the kitchen (when Sidney finds out they are the real killers), they begin to stab each other as a part of the plan to fool the police into thinking they were almost killed by Sidney's father, whom they were going to frame for the murders. They were planning on killing Sidney and her father, so it makes absolutely no sense that they begin stabbing each other BEFORE killing Sidney and her father, especially since Sidney would be at more of an advantage of outrunning them should she have the opportunity to since they have both been stabbed multiple times.
Stupidity: Carl buries the case with the money in a field by a fence. He looks at the fence line and wonders how he is going to be able to find the spot when he returns. He plants an orange ice scrapper to mark the spot. The scrapper is only 6-8 inches, but it's the middle of winter in Minnesota. The scrapper will be buried by snow. He should have marked the spot by tying something on the fence. (01:18:26)